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Homogeneous hydrogenations ofα, β-unsaturated compounds using pentacyanocobaltate (II) anion as catalyst system

Subba Rao, GSR and Rajaram, J and Rathnamala, S and Sivaramakrishnan, R (1977) Homogeneous hydrogenations ofα, β-unsaturated compounds using pentacyanocobaltate (II) anion as catalyst system. In: Proceedings of the Indian Academy of Sciences - Section A, 86 (5). pp. 435-445.

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Abstract

Hydrogenation of someα, β-unsaturated carbonyl compounds using potassium pentacyanocobaltate (II), K3Co(CN)5, as a homogeneous catalyst has been investigated. Thus, hydrogenation of 1-carvone (I), mesityl oxide (4), 2-cyclohexenone (8) and benzalacetone (6) afforded the corresponding dihydrocompounds. Hydrogenation ofβ-ionone (10) afforded a mixture of theα, β-dihydrocompounds (14) and (15). In all these cases, it was observed that the reaction proceeded to completion only in the presence of added base. Hydrogenation of 5α-androst-l-en-17β-ol-3-one acetate (19) afforded the saturated compound, 5α-androst-17β-ol-3-one (20) in 60% yield. It was found that other steroid enones and dienones were not reduced by this catalyst system.

Item Type: Journal Article
Additional Information: copyright of this article belongs to Indian Academy of Science.
Keywords: Homogeneous hydrogenation;pentacyanocobaltate (II) ; α, β-unsaturated ketones
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 15 Jan 2010 06:46
Last Modified: 19 Sep 2010 05:48
URI: http://eprints.iisc.ernet.in/id/eprint/24004

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